Boats with a captain

48 boats available.

• 
  The Hamptons, NY

  23' Pearson Ensign with Captain

  23 ft · 6 guests · Captain included

  $475 / day

• 
  The Hamptons, NY

  18' Ken Fun Boat

  18 ft · 12 guests · Captain included

  $799 / day

• 
  The Hamptons, NY

  16' Fiat 500 Water Taxi

  16 ft · 3 guests · Captain included

  $799 / day

• 
  The Hamptons, NY

  22' Barbie Fun Boat

  22 ft · 10 guests · Captain included

  $799 / day

• Example listing
  Fort Lauderdale, FL

  34' Sloop

  34 ft · 8 guests · Captain included

  $175 / hour

• Example listing
  San Diego, CA

  31' Sportfishing Boat

  31 ft · 6 guests · Captain included

  $175 / hour

• 
  The Hamptons, NY

  22' Bayliner (2026)

  22 ft · 8 guests · Captain included

  $1,499 / day

• 
  The Hamptons, NY

  22' Bayliner (2023)

  22 ft · 8 guests · Captain included

  $1,499 / day

• 
  The Hamptons, NY

  22' Bayliner (2025)

  22 ft · 8 guests · Captain included

  $1,499 / day

• 
  Palm Beach, FL

  34' Saxdor

  34 ft · 12 guests · Captain included

  $1,499 / day

• Example listing
  Miami, FL

  32' Sailing Yacht

  32 ft · 8 guests · Captain included

  $190 / hour

• Example listing
  Fort Lauderdale, FL

  29' Fishing Boat

  29 ft · 6 guests · Captain included

  $240 / hour

• 
  The Hamptons, NY

  27' Picnic Boat

  27 ft · 10 guests · Captain included

  $1,999 / day

• 
  The Hamptons, NY

  29' Yacht Hampton Escape (Hampton Bays)

  29 ft · 10 guests · Captain included

  $1,999 / day

• Example listing
  Miami, FL

  30' Sportfisher

  30 ft · 6 guests · Captain included

  $260 / hour

• 
  Palm Beach, FL

  29' Rand Supreme

  29 ft · 12 guests · Captain included

  $2,090 / day

• 
  The Hamptons, NY

  27' Sea Ray SDX

  27 ft · 12 guests · Captain included

  $2,299 / day

• 
  The Hamptons, NY

  26' Mastercraft Watersports

  26 ft · 12 guests · Captain included

  $2,499 / day

• 
  The Hamptons, NY

  29' De Antonio

  29 ft · 10 guests · Captain included

  $2,499 / day

• 
  The Hamptons, NY

  31' Axopar Sun Top

  31 ft · 12 guests · Captain included

  $2,499 / day

• 
  The Hamptons, NY

  29' Hampton Escape

  29 ft · 12 guests · Captain included

  $2,499 / day

• 
  The Hamptons, NY

  29' Sea Ray SDX

  29 ft · 12 guests · Captain included

  $2,499 / day

• 
  Palm Beach, FL

  63' Catamaran

  63 ft · 40 guests · Captain included

  $2,750 / day

• 
  Marina del Rey / Los Angeles, CA

  50' Classic Motor Yacht with Bow Cushion in Marina del Rey for 12ppl

  50 ft · 12 guests · Captain included

  $350 / hour

• 
  The Hamptons, NY

  32' De Antonio

  32 ft · 12 guests · Captain included

  $2,999 / day

• 
  The Hamptons, NY

  32' Sea Ray Sundancer

  32 ft · 12 guests · Captain included

  $3,199 / day

• Example listing
  Fort Lauderdale, FL

  45' Sailing Catamaran

  45 ft · 12 guests · Captain included

  $420 / hour

• 
  The Hamptons, NY

  36' Aquila Catamaran (Montauk)

  36 ft · 13 guests · Captain included

  $3,499 / day

• 
  Palm Beach, FL

  44' Solaris (Palm Beach)

  44 ft · 13 guests · Captain included

  $3,499 / day

• 
  The Hamptons, NY

  36' De Antonio

  36 ft · 13 guests · Captain included

  $3,499 / day

• 
  The Hamptons, NY

  36' Aquila Catamaran (East Hampton)

  36 ft · 13 guests · Captain included

  $3,799 / day

• 
  Palm Beach, FL

  42' De Antonio

  42 ft · 10 guests · Captain included

  $4,000 / day

• 
  The Hamptons, NY

  40' Bellini

  40 ft · 12 guests · Captain included

  $4,499 / day

• Example listing
  Fort Lauderdale, FL

  52' Motor Yacht

  52 ft · 12 guests · Captain included

  $620 / hour

• 
  The Hamptons, NY

  43' Pardo

  43 ft · 13 guests · Captain included

  $4,999 / day

• 
  Palm Beach, FL

  61' Sirena Fly

  61 ft · 12 guests · Captain included

  $5,000 / day

• 
  The Hamptons, NY

  50' Jubilance with Beach Club

  50 ft · 49 guests · Captain included

  $5,199 / day

• 
  The Hamptons, NY

  44' Solaris

  44 ft · 13 guests · Captain included

  $5,490 / day

• 
  Palm Beach, FL

  75' Flybridge

  75 ft · 12 guests · Captain included

  $5,599 / day

• 
  The Hamptons, NY

  51' Azimut Atlantis

  51 ft · 13 guests · Captain included

  $6,499 / day

• 
  The Hamptons, NY

  57' Okean (C)

  57 ft · 13 guests · Captain included

  $6,499 / day

• 
  Palm Beach, FL

  64' Sunseeker Predator

  64 ft · 12 guests · Captain included

  $7,290 / day

• 
  The Hamptons, NY

  57' Okean (B)

  57 ft · 13 guests · Captain included

  $7,499 / day

• Example listing
  Fort Lauderdale, FL

  75' Motor Yacht

  75 ft · 12 guests · Captain included

  $950 / hour

• 
  The Hamptons, NY

  52' Santasevera

  52 ft · 13 guests · Captain included

  $10,199 / day

• 
  The Hamptons, NY

  62' Pershing

  62 ft · 13 guests · Captain included

  $10,199 / day

• 
  The Hamptons, NY

  122' Hamptons Event Yacht

  122 ft · 85 guests · Captain included

  $11,769 / day

• Example listing
  Fort Lauderdale, FL

  260' Mega Yacht

  260 ft · 12 guests · Captain included

  $14,000 / hour